The Journal of Organic Chemistry

Syntheses of 8-and 9-fluorobenzo [a] pyrenes and 9-fluoro-and 10-fluoro-7, 12-dimethylbenz [a] anthracenes

MS Newman, R Kannan

文献索引：Newman,M.S.; Kannan,R. Journal of Organic Chemistry, 1979 , vol. 44, p. 3388 - 3390

全文：HTML全文

被引用次数: 25

摘要

5-Fluoro-3-(2-naphthy1) phthalide (9) and 5-fluoro-3-(l-naphthyl) phthalide (16) were synthesized by condensation of 2-(4-fluoro-2-lithiophenyl)-4, 4-dimethyl-2-oxazoline with 2- and l-naphthaldehyde, respectively, followed by hydrolysis and cyclization. Reduction of 9 to 4-fluoro-2-(2-naphthylmethyl) benzoic acid (10) in 94% yield followed by reaction of 10 with methyllithium afforded the corresponding methyl ketone (not isolated) which on heating ...